These achievements were far from exhausting his ambition. He aspired to the acquaintance of jockeys, and frequented the York races, where he betted, and was able to make books with men of rank and position, who took an interest in Jack on account of his affliction and the energy of his character.
He commonly rode to the race-ground amongst the crowd, and kept in memory both the winning and losing horses.
Being much in the habit of visiting York in the winter time, a whim would often take him to call for his horse at bed-time, and set out for Knaresborough, regardless of the badness of the roads and weather, and of all remonstrance from his friends.
About the year 1738, Metcalf having increased his stud, and being aware of the docility of that noble animal the horse, he so tutored his own that whenever he called them by their respective names they would immediately answer him by neighing. This was chiefly accomplished by some discipline at the time of feeding. He could, however, without the help of those responses, select his own horse out of any number.
Having matched one of his horses to run three miles for a wager of some note, and the parties agreeing to ride each his own, they set up posts at certain distances in the forest, marking a course of one mile; having, of course, three miles to go. Great odds were laid against Metcalf, upon the supposition of his inability to keep the course. But Blind Jack was quite equal to the occasion. He procured four dinner-bells, and placed a bell-man at each post. Each man rang in turn, and Metcalf was thus able to run from one post to the next, and know where to turn his horse. By this means he was able to win the race.
A gentleman who was present, named Skelton, then came up, and proposed to Metcalf a small wager, that he could not gallop a horse of his 50 yards, and stop him within 200. This horse was notorious as a runaway, and had baffled the efforts of the best and strongest riders to hold him. Metcalf agreed to the wager on condition that he might choose his ground; but Skelton bargained that there should be neither hedge nor wall on the course, lest his horse should be injured. Metcalf agreed; the stakes were deposited; and knowing that there was a large bog near the old Spa at Harrogate, he mounted at about a distance of 150 yards from it. Having observed the wind, and placed a person who was to sing a song to guide him by the sound, he set off at a full gallop towards the bog, and soon fixed the horse saddle-deep in the mire. He then floundered through the dirt as well as he was able, till he gained a firm footing, when he demanded his wager, which was allotted him by general suffrage. It was with the greatest difficulty, however, that the horse could be extricated. That Metcalf was so well acquainted with the spot was owing to his having about three weeks before relieved a stranger who had got fast in it in the night, and whose cries attracted him.
It was now no unusual thing with him to buy horses with a view to selling them. Happening to meet with a man who had been huntsman to Sir John Kaye, and who had a horse to sell, Metcalf inquired the price of the horse, and asked to try it. Having trotted the horse a mile or two, he returned, and told the owner that the eyes of his nag would soon fail. The man, however, stood firm to his demand of 25 guineas for the horse, alleging that he was beautifully moulded, only six years old, and his action good. Metcalf then followed the man into the stable, and desired him to lay his hand upon the eyes of the horse, and feel their unusual heat; asking, at the same time, how he could, in conscience, demand so great a price for a horse that was going blind. The treaty ended with Metcalf purchasing the horse, bridle, and saddle for £14.
A few days after, as he was riding on his new purchase, he ran against a sign-post upon the common, near a toyshop, and nearly threw it down. Not discouraged by this, he set off for Ripon to play at an assembly; and passing by a place at Harrogate called the World's-End, he overtook a man going the Ripon road: with him Metcalf laid a wager of sixpenny-worth of liquor that he would get first to an ale-house at some distance. The ground being rough, Metcalf's horse soon fell, and lay for a while on the thigh of his master, when, making an effort to rise, he cut Metcalfs face with one of his fore-shoes. The Rev. Mr. Richardson, coming up at this moment and expressing his concern for the accident, Metcalf told him that nothing had hurt him but the cowardice of his horse, who had "struck him whilst he was down." His instrument, however, suffered so materially, that he was obliged to borrow one to perform on for the night at Ripon, to which place he got without further accident. The assembly over, he set off to return to Harrogate, and arrived there about three in the morning.
He now thought it was time to dispose of his fine horse, whose eyes began to discharge much. After applying the usual remedies of alum blown into the eyes, rowelling in different parts, &c., he found the beast in marketable condition; and knowing that there would soon be a great show of horses without Micklegate Bar at York, he resolved to take the chance of that mart; and setting out the night before put up at the Swan, in Micklegate. The next morning, when the show began, Metcalf's nag attracted the notice of one Carter, a very extensive dealer, who, asking the price, was told twenty-two guineas. Carter then inquired if he was sound, and received for answer, "I have never known him LAME; but I will trot him on this pavement, and if there be any ailment of that sort it will soon appear with my weight." The dealer bade him sixteen guineas, and a little after seventeen; which Metcalf, for well-known reasons, was glad to receive.
In the year 1738 Metcalf attained the age of twenty-one years and the height of six feet one inch and a half, and was remarkably robust withal.